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2-Hydroxy-5-(trifluoromethyl)benzaldehyde is a chemical compound characterized by the molecular formula C8H5F3O2. It is a white to pale yellow solid that exhibits solubility in most organic solvents. 2-hydroxy-5-(trifluoroMethyl)benzaldehyde is distinguished by the presence of a trifluoromethyl group, a hydroxy group, and an aldehyde group in its structure, which collectively contribute to its unique chemical properties and reactivity. Its versatility in organic synthesis and value as a building block for new molecules with potentially advantageous properties make it a significant intermediate in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals.

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  • 210039-65-9 Structure
  • Basic information

    1. Product Name: 2-hydroxy-5-(trifluoroMethyl)benzaldehyde
    2. Synonyms: 2-hydroxy-5-(trifluoroMethyl)benzaldehyde
    3. CAS NO:210039-65-9
    4. Molecular Formula: C8H5F3O2
    5. Molecular Weight: 190.1193096
    6. EINECS: -0
    7. Product Categories: N/A
    8. Mol File: 210039-65-9.mol
  • Chemical Properties

    1. Melting Point: 59-60 °C
    2. Boiling Point: 204.5±35.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.429±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: Inert atmosphere,Room Temperature
    8. Solubility: Acetonitrile (Slightly), Chloroform (Slightly)
    9. PKA: 6.77±0.18(Predicted)
    10. Stability: Hygroscopic
    11. CAS DataBase Reference: 2-hydroxy-5-(trifluoroMethyl)benzaldehyde(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2-hydroxy-5-(trifluoroMethyl)benzaldehyde(210039-65-9)
    13. EPA Substance Registry System: 2-hydroxy-5-(trifluoroMethyl)benzaldehyde(210039-65-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 210039-65-9(Hazardous Substances Data)

210039-65-9 Usage

Uses

Used in Pharmaceutical Industry:
2-Hydroxy-5-(trifluoroMethyl)benzaldehyde is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to be incorporated into the molecular structures of drugs, potentially enhancing their therapeutic effects and pharmacokinetic properties. The trifluoromethyl group can impart metabolic stability and lipophilicity, which are desirable characteristics in drug design.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Hydroxy-5-(trifluoroMethyl)benzaldehyde is utilized as a precursor in the development of agrochemicals, such as pesticides and herbicides. Its unique structural features can lead to the creation of novel compounds with improved efficacy and selectivity in agricultural applications.
Used in Fine Chemicals Synthesis:
2-Hydroxy-5-(trifluoroMethyl)benzaldehyde is employed as a versatile intermediate for the synthesis of fine chemicals, including specialty chemicals and chemical building blocks. Its reactivity and the presence of functional groups allow for a wide range of chemical reactions, facilitating the production of diverse chemical entities with specific applications.
Used in Organic Synthesis Research:
As a compound with a trifluoromethyl group and reactive functional groups, 2-Hydroxy-5-(trifluoroMethyl)benzaldehyde is used in organic synthesis research to explore new reaction pathways and develop innovative synthetic methods. Its participation in various chemical reactions makes it a valuable tool for the advancement of organic chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 210039-65-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,0,0,3 and 9 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 210039-65:
(8*2)+(7*1)+(6*0)+(5*0)+(4*3)+(3*9)+(2*6)+(1*5)=79
79 % 10 = 9
So 210039-65-9 is a valid CAS Registry Number.

210039-65-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-hydroxy-5-(trifluoromethyl)benzaldehyde

1.2 Other means of identification

Product number -
Other names 5-trifluoromethyl-2-hydroxybenzaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:210039-65-9 SDS

210039-65-9Relevant articles and documents

The influence of imine structure, catalyst structure and reaction conditions on the enantioselectivity of the alkylation of alanine methyl ester imines catalyzed by Cu(ch-salen)

Belokon', Yuri N.,Davies,Fuentes, Jose A.,North, Michael,Parsons, Teresa

, p. 8093 - 8096 (2001)

Systematic variation of the substrate structure has shown that the most effective substrates for Cu(ch-salen)-catalyzed asymmetric enolate alkylation reactions carried out under phase-transfer conditions are the para-chlorophenyl imines of amino esters. T

Dibenzazepines and dibenzoxazepines as sodium channel blockers

Lynch, Stephen M.,Tafesse, Laykea,Carlin, Kevin,Ghatak, Parijat,Kyle, Donald J.

, p. 43 - 47 (2015)

We have identified two related series of dibenzazepine and dibenzoxazepine sodium channel blockers, which showed good potency on Nav1.7 in FLIPR-based and electrophysiological functional assays.

Phosphine-catalyzed sequential (2+3)/(2+4) annulation of γ-vinyl allenoates: Access to the synthesis of chromeno[4,3-: B] pyrroles

Huang, You,Li, Xiaohu

supporting information, p. 9934 - 9937 (2021/10/12)

A phosphine-catalyzed cascade (2+3)/(2+4) cyclization reaction of γ-vinyl allenoates with aldimine esters has been developed to provide a series of chromeno[4,3-b]pyrrole derivatives that contain three contiguous stereogenic centers. The method gives a good yield, excellent chemoselectivity and diastereoselectivity under mild conditions.

Ru-based complexes as heterogeneous potential catalysts for the amidation of aldehydes and nitriles in neat water

Arafa, Wael Abdelgayed Ahmed

, p. 1056 - 1064 (2020/11/09)

Five novel heterogeneous mononuclear complex-anchored Ru(III) have been efficiently sono-synthesized and characterized by utilizing several analytical techniques. The assembled complexes could be utilized as effective, robust and recyclable (up to eight consecutive runs) catalysts for one-pot transformation of a vast array of nitriles and aldehydes to primary amides in H2O under aerobic conditions. Moreover, some unreported di- and tetra-amide derivatives were obtained also under the optimal conditions. The results of ICP/OES analysis demonstrated that there is no detected leaching of the recycled catalyst, which suggests the real heterogeneity of the present protocol. The present Ru-complexes exhibited superiority compared to other reported catalysts for amide preparation in terms of low catalyst load, short reaction time, low operating temperature, no hazardous additives required, and high values of TON (990) and TOF (1980 h11).

Unprecedented reductive cyclisation of salophen ligands to tetrahydroquinoxalines during metal complex formation

Dowsett, Mark R.,Lamb, Katie J.,North, Michael,Parker, Rachel R.,Whitwood, Adrian C.

supporting information, p. 4844 - 4847 (2020/05/13)

The synthesis of novel tetrahydroquinoxalines by a metal induced one-electron reductive cyclisation of salophen ligands was found to occur when a salophen ligand was treated with chromium(ii) chloride or decamethylcobaltocene.

Effects of Substituents on Metastable-State Photoacids: Design, Synthesis, and Evaluation of their Photochemical Properties

Liu, Junning,Tang, Wenqi,Sheng, Lan,Du, Zhen,Zhang, Ting,Su, Xing,Zhang, Sean Xiao-An

supporting information, p. 438 - 445 (2019/01/08)

Recently, metastable-state photoacids have been widely used to control proton transfer in numerous chemical and biological processes as well as applications with visible light. Generally, substituents have a great influence on the photochemical properties of molecules, which will further affect their applications. Yet, the effects of substituents on metastable-state photoacids have not been studied systematically. In this work, 16 metastable-state photoacid derivatives were designed and synthesized on the basis of substituents having a large range of σ–π electron–donor–acceptor capabilities. The effects of substituents on the color display [or maximum absorption band(s)], solubility, pKa values, dark/photoacidity, photosensitivity, and relaxation kinetic(s) were investigated in detail. This study will be helpful for the targeted design and synthesis of promising photoacids and the application of their photocontrolled proton-release processes in functional materials/devices.

Spiropyrans and spirooxazines and preparation method thereof

-

Paragraph 0061; 0064; 0065, (2019/01/22)

The invention provides spiropyrans, naphthospiropyrans and spirooxazines. The invention also relates to a method for preparing the spiropyrans, the naphthospiropyrans and the spiroxazines by reactionof indole compounds, especially indole iodide, with alde

Coordination-Induced Spin-State Switching with Nickel(II) salpn Complexes: Electronic versus Steric Effects and Influence of Intermolecular Interactions

Brandenburg, Hannah,Krahmer, Jan,Fischer, Kim,Schwager, Bettina,Fl?ser, Benedikt,N?ther, Christian,Tuczek, Felix

, p. 576 - 585 (2018/02/06)

Four nickel(II) salpn (salicylidenepropylene iminate) complexes are investigated concerning their capability to perform CISSS (coordination-induced spin-state switching). To this end, pyridine titration experiments are performed with the nickel salpn comp

Pd-Catalyzed Ortho C-H Hydroxylation of Benzaldehydes Using a Transient Directing Group

Chen, Xiao-Yang,Ozturk, Seyma,Sorensen, Erik J.

supporting information, p. 6280 - 6283 (2017/12/08)

The direct Pd-catalyzed ortho C-H hydroxylation of benzaldehydes was achieved using 4-chloroanthranilic acid as the transient directing group, 1-fluoro-2,4,6-trimethylpyridnium triflate as the bystanding oxidant, and p-toluenesulfonic acid as the putative oxygen nucleophile. The unusual C-H chlorination and polyfluoroalkoxylation reactions signaled the importance of external nucleophiles to the outcome of Pd(IV) reductive eliminations.

Enantioselective synthesis of 2,3-disubstituted: Trans -2,3-dihydrobenzofurans using a Br?nsted base/thiourea bifunctional catalyst

Barrios Antúnez, Diego-Javier,Greenhalgh, Mark D.,Fallan, Charlene,Slawin, Alexandra M. Z.,Smith, Andrew D.

supporting information, p. 7268 - 7274 (2016/08/05)

The diastereo- and enantioselective synthesis of 2,3-disubstituted trans-2,3-dihydrobenzofuran derivatives (15 examples, up to 96 : 4 dr, 95 : 5 er) via intramolecular Michael addition has been developed using keto-enone substrates and a bifunctional tertiary amine-thiourea catalyst. This methodology was extended to include non-activated ketone pro-nucleophiles for the synthesis of 2,3-disubstituted indane and 3,4-disubstituted tetrahydrofuran derivatives.

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